1-(hydroxybis(2-methoxyphenyl)methyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-one

Base Information

• Chemical Name: 1-(hydroxybis(2-methoxyphenyl)methyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-one
• CAS No.: 1420814-20-5
• Molecular Formula: C₂₄H₂₈O₄
• Molecular Weight: 380.484
• Mol file: 1420814-20-5.mol

Synonyms:1-(hydroxybis(2-methoxyphenyl)methyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-one

Chemical Property of 1-(hydroxybis(2-methoxyphenyl)methyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(hydroxybis(2-methoxyphenyl)methyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-one

There total 2 articles about 1-(hydroxybis(2-methoxyphenyl)methyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 42.0%

2-bromoanisole (578-57-4) + (1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxylic acid methylester (125637-45-8) → 1-(hydroxybis(2-methoxyphenyl)methyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-one (1420814-20-5)

Guidance literature:

2-bromoanisole; With iodine; magnesium; In tetrahydrofuran; Inert atmosphere; Reflux;

(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxylic acid methylester; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tet.2012.12.011

Reference yield:

(1S)-(+)-ketopinic acid (464-78-8,6994-94-1,64234-14-6,40724-67-2) → 1-(hydroxybis(2-methoxyphenyl)methyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-one (1420814-20-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / 22 h / 0 - 20 °C / Inert atmosphere

2.1: magnesium; iodine / tetrahydrofuran / Inert atmosphere; Reflux

2.2: 1 h / 0 °C / Inert atmosphere

With thionyl chloride; iodine; magnesium; In tetrahydrofuran;

DOI:10.1016/j.tet.2012.12.011

Reference yield: 62.0%

1-(hydroxybis(2-methoxyphenyl)methyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-one (1420814-20-5) → 2-((R)-3-(bis(2-methoxyphenyl)methylene)-2,2-dimethylcyclopentyl)acetic acid (1420814-33-0)

Guidance literature:

With boron trifluoride diethyl etherate; In toluene; at 80 ℃; for 0.25h; Inert atmosphere;

DOI:10.1016/j.tet.2012.12.011

upstream raw materials:

(1S)-(+)-ketopinic acid

2-bromoanisole

(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptane-1-carboxylic acid methylester

Downstream raw materials:

2-((R)-3-(bis(2-methoxyphenyl)methylene)-2,2-dimethylcyclopentyl)acetic acid